Tough one. I have actually had someone offer to rent me pins, but $100 just seems like such a nominal price that it's not really even worth it. I'd rather just lend a pin. When there is money involved without really changing in ownership it gets messy in my opinion. And I wouldn't ever consider doing this with anyone I didn't know very well.
I do firmly believe that most of the people in this hobby are good people, but when you're talking about a high-end pin, the potential is there for things getting very ugly. "that scratch wasn't there before" or "a coil burned out and I replaced it, but now something else went" or "my hot water heater went and the pin was flooded" or "you had it somewhere with high humidity and the playfield started planking" or whatever. Or "my house was broken into and the pin was stolen or damaged" and you need to negotiate on what the actual replacement value is.
Most people are good people, but all it takes is one bad experience.
When money changes hands for any reason..well, there is a reason you rent a car and have to sign off on a mile long contract! It's a big can of worms. If you have a buddy, then swap.